Vacation rentals with a patio in Sheboygan

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Popular amenities for Sheboygan patio rentals

Apartment rentals with a patio

Guest favorite
The exterior view of a two-story home is presented, featuring a well-maintained facade with white siding and dark green accents. A spacious driveway accommodates multiple vehicles, while a wooden front porch leads to the entrance. Lush green trees frame the property.
Apartment in Elkhart Lake
4.88 out of 5 average rating, 16 reviews

Elkhart Lake Flat - 3 Min to Road America

JasonRating, 5 stars9 months ago
Great value! Perfect location for a racetrack visit. No frills but coffee maker and toaster and comfy beds. Great for the price. Not walking distance to anything really but easily accessible. Will stay there again happily! Thank you!
A well-lit living room features two black leather sofas and a futon, providing ample seating. A wooden coffee table sits centrally, with a lamp illuminating the space. Accent chairs complement the arrangement, and natural light enters through partially covered windows.
Apartment in Sheboygan
4.86 out of 5 average rating, 21 reviews

On Broadway

KevinRating, 5 stars1 week ago
The property was exactly as described and perfect for our stay. Elizabeth’s place was impeccably clean and tidy. Communication was very responsive and she went out of her way to accommodate us. If you’re looking for just the right place to stay in Sheboygan then this is the place.
Guest favorite
A comfortable living area features a gray sofa adorned with patterned cushions. A small dark table sits in front, accompanied by a throw blanket draped casually. Natural light is filtered through sheer and dark curtains framing two windows.
Apartment in Sheboygan
4.95 out of 5 average rating, 20 reviews

Home away from home

Kirsten Rating, 5 stars10 months ago
What a gem! I truly think this property is highly undervalued. The grounds alone are magnificent. Such a gorgeous historic home and peaceful neighborhood. It felt private and secluded yet close to everything that we needed to get to and very walkable safe area. I cannot say enough good things about this Airbnb and hope to stay there again on future trips! Thank you to our wonderful Host, Julie, who was responsive, kind, and very accommodating of us.
Guest favorite
A fully equipped kitchen is featured, showcasing dark wooden cabinetry and stainless steel appliances. A round wooden dining table with four matching chairs is positioned nearby. Natural light filters through a window adorned with light curtains, illuminating the warm tones of the flooring.
Apartment in Sheboygan
4.85 out of 5 average rating, 65 reviews

Fully Loaded and Clean! King

KoumongRating, 5 stars1 week ago
Awesome spot to enjoy Lake Michigan
Guest favorite
A living room featuring large windows that provide views of the surrounding landscape. A patterned armchair invites relaxation alongside a small side table. A white fireplace serves as a focal point, with a stylish arrangement of decorative items above it. A soft area rug covers the hardwood floor.
Apartment in Elkhart Lake
5 out of 5 average rating, 8 reviews

Resort Condo on Elkhart Lake

SamanthaRating, 5 stars9 months ago
Great stay on Elkhart Lake! Located in a central location, you can walk into town for dinner and also great lake amenities right on site. We rented a boat for the day and enjoyed the pool and beach access. We also greatly appreciate Pam being one of the few places we found that is dog friendly!
Guest favorite
The two-story farmhouse is characterized by its historic brick exterior and large windows. A green lawn surrounds the house, complemented by a colorful sunset in the background. The structure features a porch with railings, providing an inviting outdoor space.
Apartment in Kewaskum
4.96 out of 5 average rating, 48 reviews

The Cozy Country Farmhouse, Eisenbahn Suite

AprilRating, 5 stars2 months ago
Connie and rich were amazing host . They showed love and kindness to us . If I need a place in kewaskum again i definitely would rent the place out again . Very beautiful place !
Guest favorite
A two-story brick home is set against a clear blue sky, featuring a well-maintained front yard with lush green grass. The entrance is framed by neatly trimmed shrubs, with an inviting porch and adjacent driveway leading to a detached garage.
Apartment in Sheboygan
5 out of 5 average rating, 6 reviews

LoriRandyParkside come see us just off I43 garage

ClayRating, 5 starstoday
Awesome stay! Lori was very responsive, the place was extremely clean, close to the downtown. Exactly what we were looking for.
A two-story white farmhouse is viewed from a distance, set against a clear blue sky. Lush green grass surrounds the property, complemented by a flowering shrub near the entrance. A paved driveway leads up to the home, which features a welcoming front porch.
Apartment in Elkhart Lake
4.43 out of 5 average rating, 7 reviews

Welcome to the farm house!

JohnRating, 5 stars22 months ago
We had a great weekend at Road America and Clinton’s place was conveniently located just minutes away. It was as described, simple and very clean. The property was well kept and a beautiful setting with plenty of space to park. We basically slept and showered there and it met all our needs. In addition, Clinton was an extremely nice and responsive host. We’d definitely stay there again if visiting Road America. :-)

House rentals with a patio

Top guest favorite
The main living area features a mix of seating options, including a modular sectional sofa and lounge chairs. A decorative area rug sits under a circular coffee table, while large windows offer views of the surrounding greenery. A fireplace enhances the inviting ambiance.
Home in Sheboygan
5 out of 5 average rating, 20 reviews

Norwind Ranch - Peaceful Retreat Near Road America

MichaelRating, 5 stars7 months ago
Flew in for business with Acuity Insurance. Perfect place to stay. Drove up to Green Bay for the Texans vs. Packers game. Only an hour drive from the house in Sheboygan. I will definitely stay here again when I come back to town!
Guest favorite
The spacious living area showcases a modern design, featuring a wooden accent wall and cozy seating arrangements. Large windows are adorned with cheerful yellow curtains, allowing natural light to brighten the room. Colorful artwork adds visual interest, complemented by a contemporary fireplace.
Home in Sheboygan
5 out of 5 average rating, 22 reviews

Beachside, Chefs Kitchen, High-End Everything

YvetteRating, 5 stars4 weeks ago
Jeremy’s place was absolutely beautiful, clean, cozy, and full of charm. The home was in a perfect location, just a short walk to the water and close to all the great restaurants and attractions Sheboygan has to offer. Jeremy was an outstanding host—friendly, responsive, and truly deserving of Superhost status. I highly recommend staying here and would definitely book again!
Top guest favorite
A serene sunset scene is displayed over the lake and river, with oranges and blues blending in the sky. Silhouetted trees and buildings frame the view, while the calm waters reflect the twilight colors. Streetlights line the road, illuminating the peaceful surroundings.
Home in Sheboygan
5 out of 5 average rating, 37 reviews

Unmatched Location, Views, & Style. Welcome Home!

CarlyRating, 5 starstoday
This house is amazing!! Sparkly clean. It has beautiful natural daylight, and you can open all the windows to feel a nice breeze during the day. It’s well-stocked and has supplies for the beach, which was a major plus! Jill is very nice and was easy to get ahold of!
Top guest favorite
A serene riverside view is framed by tall trees, showcasing a natural pathway leading to the water. A circular stone firepit is visible, complemented by two small white chairs, providing an inviting outdoor seating area.
Home in Sheboygan Falls
4.96 out of 5 average rating, 23 reviews

“On The Water” the Sheboygan River Overlook

JessieRating, 5 stars1 week ago
We were in town for a wedding and needed a place to stay close to the Kohler property. Dan's place is a true hidden gem. The views from the backroom and backyard are beautiful. We had an amazing time kayaking and just spending time outside. The town is a short walk from the Airbnb and has tons of cute places to grab a drink or food. We also had no problem getting Ubers to the wedding events. Dan is so attentive and responsive! I hope we find our way back to this Airbnb again!
Top guest favorite
A charming bungalow is framed by a large tree with purple leaves, featuring a neatly maintained lawn and bordered by low shrubs. The entrance is welcoming, with a pathway leading to the front door, and an inviting porch area is visible.
Home in Sheboygan Falls
4.99 out of 5 average rating, 88 reviews

Adorable bungalow in historic Sheboygan Falls,WI

LaurenRating, 5 stars2 weeks ago
Loved our stay! Super clean and comfortable. The basement games were a fun perk. 10/10 would stay at Neil’s again!
Guest favorite
Home in Sheboygan
4.96 out of 5 average rating, 25 reviews

State Park w/ Orchard Style Yard & Pavilion

AnnaRating, 5 stars9 months ago
We had a great stay at The Orchard House Retreat. The property is as described, looks like the pictures and had everything we needed. The kids especially loved all the toys and books! The house is 5 min to the State Park beach and 10 min from downtown. We loved having the backyard, the furniture was well taken care of and the fire pit was perfect for s’mores. The hosts were very responsive and accommodating— with everything labeled around the home. It’s also a great layout for bigger families /groups with 2 bedrooms upstairs, 1 on the main floor and 1 in the basement.
Top guest favorite
The exterior of a modern two-story house is showcased, featuring a striking white facade with black trim. A covered porch is visible, with teal chairs placed on the inviting deck. Well-maintained landscaping includes small shrubs and a paved walkway leading to the entrance.
Home in Sheboygan
5 out of 5 average rating, 10 reviews

Luxury 4B-2Ba Lake & Beach House

MarkRating, 5 stars7 months ago
This was my second work trip this year to Sheboygan from Portland, OR, and my second time staying in Brenda and Brian's absolutely lovely home. Each time I've brought 3 colleagues with me, and we've decided it's the only place we ever want to stay while in town. It's beautifully and luxuriously updated while also being super comfy, in an quiet and quaint neighborhood just a block from the beach and minutes away from the city's charming attractions and perfect home base for exploring the region. We stayed nearly a week this time out, giving us time to truly appreciate all the thoughtful details that make the home so special. Brenda is such a gracious and personable host, generously offering insider's tips on best places for food and shopping. Sheboygan is a lovely city, can't imagine a better place to enjoy time there for work or leisure. Highly recommended. Thanks again, Brenda!
Top guest favorite
A spacious living area is centered around a circular glass table with a potted plant. Comfortable gray sofas frame the space, accompanied by two blue chairs. A stone fireplace adds warmth, and large windows allow natural light to fill the room, displaying views of the outdoors.
Home in Cleveland
4.98 out of 5 average rating, 64 reviews

Wake on the Lake - Minutes to Whistling Straights

JenniferRating, 5 stars2 weeks ago
We had the best time at Brian's house and highly recommend it! We gathered with our young adult kids for several days and the house accommodated all 7 of us quite easily. The beds are comfortable and the house is spacious with thoughtful, peaceful decor. The kitchen was well stocked and there was plenty of seating for family dinners. The living room had ample seating for movie nights, and while the internet was a little on the slow side, it was sufficient for streaming movies. The best part of the house is its secluded location and gorgeous lake views out the numerous windows. We would definitely stay here again if we were in the area. The host was so kind and responsive and even left us a tray of locally made chocolates and taffy with a sweet note! They went above and beyond!

Condo rentals with a patio

A comfortable living area is furnished with a navy blue sofa and matching armchair, arranged around a coffee table. A flat-screen TV is mounted on the wall, while large glass doors provide access to a patio with outdoor seating, allowing natural light to fill the space.
Condo in Sheboygan
4.69 out of 5 average rating, 13 reviews

Modern 2 Bedroom Condo with Lake Michigan View

JoeRating, 5 stars10 months ago
Brian’s instructions to check in was very good. The condo was very clean and the views were great. Short walks to great restaurants and the beach. Every night we ended our day sitting on the patio looking out at the lake. Definitely a place I’d rent again when I visit Sheboygan.
Top guest favorite
The exterior of a charming two-story building is shown, featuring white siding and red roofs. Stone pillars flank the entrance, and a spacious porch is visible on the lower level. Well-manicured grass and landscaped areas surround the structure.
Condo in Sheboygan
4.98 out of 5 average rating, 42 reviews

A Glorious Getaway Sheboygan - LUX Lake Condo

MaryRating, 5 stars1 month ago
We enjoyed our stay in Sheboygan. The condos location was amazing, so close to Lake Michigan. Susan was very responsive and friendly. Condo was clean and very spacious! I would highly recommend this listing to anyone. I look forward to booking this condo again!
A modern living area is presented with a spacious layout, featuring comfortable dark gray recliners and a coffee table set atop a colorful area rug. The kitchen is visible in the background, showcasing sleek cabinetry and contemporary appliances. Original artwork decorates the walls.
Condo in Sheboygan

Luxurious Artistic modern 2bed2bath condo

JessicaRating, 5 stars10 months ago
Ahmed’s place was perfect for a little girl’s weekend! Walkable distance to great restaurants and cafes as well as the riverfront! Lots of room to hangout and cook in the kitchen and spacious master bedroom! Would definitely recommend to anyone coming to Sheboygan!
Top guest favorite
A serene view from the second-story balcony overlooks the sandy beach and expansive lake. Soft waves lap at the shore under a cloudy sky, with a faint rainbow visible in the distance, creating a tranquil atmosphere for relaxation.
Condo in Sheboygan
4.98 out of 5 average rating, 41 reviews

Beach condo for 12: 4 bdrms, 2+ baths, treadmill

BenRating, 5 stars1 week ago
Awesome place!
Top guest favorite
A spacious guest room features a queen size bed with a patterned blanket and blue pillows. A large window with natural light looks out towards the prairie. A sitting area with a blue chair and a work desk is highlighted, along with bedside lamps and a dark dresser.
Private room in Kewaskum
4.92 out of 5 average rating, 49 reviews

Condo in the Kettle Moraine

DianaRating, 5 stars1 week ago
Jackie's place was the perfect getaway from the city. A quiet place, surrounded by nature. Really loved the big window towards the garden and little desk. Woke up each morning with sun filling the room and bird songs. Jackie is a great host, very attentive. I can't wait to get back!
Guest favorite
A large multi-level home is surrounded by a neatly landscaped yard. The exterior features a beige siding with brown accents and a two-car garage. A wooden deck with railings and planters complements the front entrance, while a smooth driveway leads to the house.
Private room in Elkhart Lake
4.86 out of 5 average rating, 14 reviews

Quiet Country Setting- Downstairs Apartment

JacekRating, 5 stars10 months ago
I came for the IMSA race and everywhere was booked. Found this place and was very happy! The price was what I found to be the right price and the place was perfect. It was very comfortable and clean with everything you need. I met the owner personally and they were very friendly and welcoming. For next year’s race, I will be back :)
A cozy bedroom features a spacious bed with a light-tone blanket, complemented by two wooden nightstands. A large window with a sliding door offers access to a balcony. Dark curtains frame the window, and a flat-screen television rests on a wooden dresser.
Condo in Elkhart Lake
4.15 out of 5 average rating, 13 reviews

Siebkens 1 bedroom condo

MichaelRating, 5 stars12 months ago
A true gem in the heart of sweet little Elkhart Lake. What a great find! I will be back. Thank you Andrew for the great hosting and place to stay.
Guest favorite
The exterior of the Crystal Cove condo features a charming white façade with detailed trim and a welcoming front porch adorned with elegant railings. Lush flowering bushes and manicured landscaping enhance the entrance, inviting guests to enjoy the lakeside community.
Condo in Sheboygan
5 out of 5 average rating, 13 reviews

Crystal Cove - 2BR| Lake Views & Massage Chair

JoanRating, 5 stars7 months ago
Great location for what we needed. We miss the lake, so it was wonderful to sit in front to see and hear it. Perfectly clean and comfortable. Quickly responded when we had a question. Hope to return next year. Thank you

Quick stats about vacation rentals with a patio in Sheboygan

  • Total rentals

    160 properties

  • Nightly prices starting at

    G$8,393 GYD before taxes and fees

  • Total number of reviews

    8.1K reviews

  • Family-friendly rentals

    140 properties are a good fit for families

  • Pet-friendly rentals

    40 properties allow pets

  • Rentals with dedicated workspaces

    100 properties have a dedicated workspace

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